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Showing metabocard for 2-Thiophenethiol (HMDB0029720)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:32:14 UTC
Update Date2023-02-21 17:19:07 UTC
HMDB IDHMDB0029720
Secondary Accession Numbers
  • HMDB29720
Metabolite Identification
Common Name2-Thiophenethiol
Description2-Thiophenethiol belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 2-Thiophenethiol is a burnt, caramel, and coffee tasting compound. Based on a literature review very few articles have been published on 2-Thiophenethiol.
Structure
Data?1676999947
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029720 (2-Thiophenethiol)


  Mrv0541 02241218482D          

  6  6  0  0  0  0            999 V2000
    1.0721    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471    0.6600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for HMDB0029720 (2-Thiophenethiol)

HMDB0029720
     RDKit          3D
2-Thiophenethiol
 10 10  0  0  0  0  0  0  0  0999 V2000
    2.6845    0.7053    0.0438 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.4778    0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841   -0.5741   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453   -0.5323   -0.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6985    0.5722    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3341    1.5274    0.6402 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2693   -0.2135    0.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7259   -1.4281   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243   -1.3350   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584    0.8003    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  1  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
M  END
Download

3D SDF for HMDB0029720 (2-Thiophenethiol)


  Mrv0541 02241218482D          

  6  6  0  0  0  0            999 V2000
    1.0721    0.0000    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471   -0.6600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0721    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471    0.6600    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  6  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029720

> <DATABASE_NAME>
hmdb

> <SMILES>
SC1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C4H4S2/c5-4-2-1-3-6-4/h1-3,5H

> <INCHI_KEY>
SWEDAZLCYJDAGW-UHFFFAOYSA-N

> <FORMULA>
C4H4S2

> <MOLECULAR_WEIGHT>
116.205

> <EXACT_MASS>
115.975441508

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
11.580812313657258

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
thiophene-2-thiol

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
2.0128909203333327

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.852893391723534

> <JCHEM_PKA_STRONGEST_BASIC>
-8.334776893209783

> <JCHEM_POLAR_SURFACE_AREA>
0

> <JCHEM_REFRACTIVITY>
30.3335

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiophene-2-thiol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0029720 (2-Thiophenethiol)

HMDB0029720
     RDKit          3D
2-Thiophenethiol
 10 10  0  0  0  0  0  0  0  0999 V2000
    2.6845    0.7053    0.0438 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.8968    0.4778    0.0420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1841   -0.5741   -0.4362 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453   -0.5323   -0.3328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6985    0.5722    0.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3341    1.5274    0.6402 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.2693   -0.2135    0.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7259   -1.4281   -0.8943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8243   -1.3350   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7584    0.8003    0.4298 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  2  1  0
  1  7  1  0
  3  8  1  0
  4  9  1  0
  5 10  1  0
M  END
Download

PDB for HMDB0029720 (2-Thiophenethiol)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  S   UNK     0       2.001   0.000   0.000  0.00  0.00           S+0
HETATM    2  C   UNK     0       0.461   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.461  -1.232   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.001   0.770   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      -0.461   1.232   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    2    5                                                       
MASTER        0    0    0    0    0    0    0    0    6    0   12    0
END
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3D PDB for HMDB0029720 (2-Thiophenethiol)

COMPND    HMDB0029720
HETATM    1  S1  UNL     1       2.684   0.705   0.044  1.00  0.00           S  
HETATM    2  C1  UNL     1       0.897   0.478   0.042  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.184  -0.574  -0.436  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.145  -0.532  -0.333  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.699   0.572   0.250  1.00  0.00           C  
HETATM    6  S2  UNL     1      -0.334   1.527   0.640  1.00  0.00           S  
HETATM    7  H1  UNL     1       3.269  -0.213   0.946  1.00  0.00           H  
HETATM    8  H2  UNL     1       0.726  -1.428  -0.894  1.00  0.00           H  
HETATM    9  H3  UNL     1      -1.824  -1.335  -0.689  1.00  0.00           H  
HETATM   10  H4  UNL     1      -2.758   0.800   0.430  1.00  0.00           H  
CONECT    1    2    7
CONECT    2    3    3    6
CONECT    3    4    8
CONECT    4    5    5    9
CONECT    5    6   10
END
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SMILES for HMDB0029720 (2-Thiophenethiol)

SC1=CC=CS1
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INCHI for HMDB0029720 (2-Thiophenethiol)

InChI=1S/C4H4S2/c5-4-2-1-3-6-4/h1-3,5H
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-MercaptothiopheneHMDB
2-Thienyl hydrosulfideHMDB
2-Thienyl mercaptanHMDB
2-ThienylthiolHMDB
FEMA 3062HMDB
ThienylmercaptanHMDB
Thiophene-2-thiolHMDB
Chemical FormulaC4H4S2
Average Molecular Weight116.205
Monoisotopic Molecular Weight115.975441508
IUPAC Namethiophene-2-thiol
Traditional Namethiophene-2-thiol
CAS Registry Number7774-74-5
SMILES
SC1=CC=CS1
InChI Identifier
InChI=1S/C4H4S2/c5-4-2-1-3-6-4/h1-3,5H
InChI KeySWEDAZLCYJDAGW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
Sub ClassNot Available
Direct ParentHeteroaromatic compounds
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Thiophene
  • Arylthiol
  • Hydrocarbon derivative
  • Organosulfur compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
Organoleptic effect
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point166.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility750.6 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP2.100 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.29 g/LALOGPS
logP2.18ALOGPS
logP2.01ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)5.85ChemAxon
pKa (Strongest Basic)-8.3ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity30.33 m³·mol⁻¹ChemAxon
Polarizability11.58 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+125.24830932474
DeepCCS[M-H]-123.33730932474
DeepCCS[M-2H]-158.82730932474
DeepCCS[M+Na]+133.05830932474
AllCCS[M+H]+119.732859911
AllCCS[M+H-H2O]+114.732859911
AllCCS[M+NH4]+124.332859911
AllCCS[M+Na]+125.732859911
AllCCS[M-H]-122.732859911
AllCCS[M+Na-2H]-126.432859911
AllCCS[M+HCOO]-130.432859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.3.01 minutes32390414
Predicted by Siyang on May 30, 202211.4409 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.43 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1314.0 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid462.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid155.2 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid327.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid181.5 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid375.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid386.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)345.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid862.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid291.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1037.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid315.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid310.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate618.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA354.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water172.8 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-ThiophenethiolSC1=CC=CS11607.9Standard polar33892256
2-ThiophenethiolSC1=CC=CS1937.4Standard non polar33892256
2-ThiophenethiolSC1=CC=CS1984.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Thiophenethiol,1TMS,isomer #1C[Si](C)(C)SC1=CC=CS11212.4Semi standard non polar33892256
2-Thiophenethiol,1TMS,isomer #1C[Si](C)(C)SC1=CC=CS11155.9Standard non polar33892256
2-Thiophenethiol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)SC1=CC=CS11464.1Semi standard non polar33892256
2-Thiophenethiol,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)SC1=CC=CS11401.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-Thiophenethiol GC-MS (Non-derivatized) - 70eV, Positivesplash10-014i-9700000000-941baa5206d6356807102017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Thiophenethiol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 10V, Positive-QTOFsplash10-014i-0900000000-1e07ed4a5279c937cf042016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 20V, Positive-QTOFsplash10-014l-9800000000-9d6fe29e4089cff42c082016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 40V, Positive-QTOFsplash10-01c3-9400000000-fbfdb77abe849595e37a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 10V, Negative-QTOFsplash10-03di-0900000000-835ce781725c1fb00baf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 20V, Negative-QTOFsplash10-03di-1900000000-ba10ba1364d3501ec9942016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 40V, Negative-QTOFsplash10-0bt9-9400000000-461f2fbf366d4dea59c02016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 10V, Negative-QTOFsplash10-0a4i-9200000000-f54aced1ba98e5634ca82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 20V, Negative-QTOFsplash10-03di-8900000000-1e9786efc5cd52c467df2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 40V, Negative-QTOFsplash10-03di-1900000000-1be966c5afbe187a4f212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 10V, Positive-QTOFsplash10-014i-0900000000-83c7d2538e75d92bf9452021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 20V, Positive-QTOFsplash10-00xr-9700000000-16603e7ceadb8070c6512021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Thiophenethiol 40V, Positive-QTOFsplash10-00di-9000000000-2e925f027190497899fd2021-09-22Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000914
KNApSAcK IDNot Available
Chemspider ID455932
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound522674
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1057671
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .